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Structure of FK506, a novel immunosuppressant isolated from Streptomyces

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This article is published in Journal of the American Chemical Society.The article was published on 1987-08-01. It has received 523 citations till now. The article focuses on the topics: Streptomyces tsukubaensis & Streptomyces.

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Metal free synthesis of α-keto amides from 2-hydroxy acetophenones through domino alcohol oxidation–oxidative amidation reaction

TL;DR: An efficient method for the synthesis of α-keto amides using 2-iodoxybenzoic acid (IBX) promoted domino alcohol oxidation and oxidative amidation reaction sequence between 2-oxoalcohols and amines under metal-free conditions is developed in this article.
Journal ArticleDOI

The chemistry of ascomycin: Structure determination and synthesis of pyrazole analogues

TL;DR: Ascomycin is a close analogue of the immunosuppressant FK-506 which differs slightly in the side chain at position 21 (ethyl vs allyl) as discussed by the authors.
Journal ArticleDOI

An efficient, asymmetric synthesis of pipecolic acid and 2-alkyl pipecolic acids

TL;DR: Both (R)- and (S)-pipecolic acids and their 2-alkyl derivatives have been synthesized via diastereoselective alkylations of 5-phenylmorpholin-2-one 5.
Journal ArticleDOI

Some transformations of tacrolimus, an immunosuppressive drug.

TL;DR: Transformations of the macrocyclic lactone tacrolimus, an important immunosuppressive drug produced by Streptomyces species, are described, and these transformation products are primarily of interest as reference substances for drug impurity analyses.
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